
Holiday rentals with outdoor seating in Baldwin
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Top-rated rentals with outdoor seating in Baldwin
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Luxury Year-round Hobbit House w/ private hot tub
Fern Hollow is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

The Misty Mountain Hideout
Experience the enchanting Misty Mountain Hideout, an unforgettable retreat that accommodates up to 4 guests. Featuring a full-size bed upstairs and queen-size bed downstairs, this cozy apartment (which is attached but separate from our home ) includes a kitchen/dining area and a private covered farmers porch. Nestled on 4 serene acres in western Maine, enjoy stunning mountain views, tranquil ponds, abundant wildlife, and breathtaking sunsets throughout the property. Your perfect getaway awaits!

Maine A-Frame with Hot Tub, Game Room, Lake Access
Escape the city and relax at Camp Merryweather. Our A-Frame is perfect for a romantic getaway or a family retreat with the kids and dogs welcome! If you’re a work from home professional looking to escape your normal routine, we’ve got you covered! With a fully equipped work space and reliable high speed internet you can break free from the pressures of the city while still staying connected. Enjoy our hot tub and game room Come experience our slice of heaven for yourself, you won’t regret it!

Tap House Loft~Sunny & Spacious, Private Hot Tub
Conveniently located in the heart of Downtown Bridgton, the Tap House Loft is ready for you, your friends and your family to enjoy! Walk to vibrant Main Street, Pondicherry Park, the Magic Lantern Theater, Highland Lake and all the downtown shops, gallerias and restaurants...or simply relax in the peace and quiet of our newly restored, historic warehouse. Located above the Sundown Lounge, this 900 sq ft space offers a large Master Suite with French Doors leading to a deck and hot tub.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

The Loon's Nest Cottage
Located only 30 minutes from Portland this adorable and cozy cottage sits 10 feet from Watchic Lake. Listen to the loons all day, paddle to an island, stare at the glassy lake from the breakfast nook, swim forever, read a book in the screened-in porch or toast marshmallows in the firepit, whichever it may be you'll simply enjoy the peace and tranquility of this very private Maine lake house nestled in the woods. If you’re feeling like a hike, a dinner out there are options a plenty!

RiverPine Retreat - Clean & Bright Waterfront Home
Tucked away in a small town, minutes away from the New Hampshire border, located 2 minutes off of rt. 25 (direct route from Portland ME to NH) The ultimate family or couples getaway. Plenty of room in the back yard for any and all yard games, while also enjoying the firepit, "game shed" and 75ft of water frontage where you can swim, fish, or launch your kayaks from the dock into the Ossipee River. Wireless internet is available and reaches the back yard. The 'cabin' has 2 bedrooms.

1BR cozy, luxurious getaway @ Krista's Guesthouse
Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Paradise in the Lakes Region
Spectacular, expansive, state-of-the-art log cabin—your ultimate four-season escape. Summer fun (beaches & watersports galore), winter ski trips (just 25 minutes to Pleasant Mountain, formerly Shawnee Peak), & unforgettable year-round gatherings. Chef’s kitchen with two ovens, dining for eight + bar seating, sleeps up to 12 (with 2 king beds), two living rooms, and abundant outdoor dining & lounge space, including a playground - designed to make every moment a memory!

Taproot Cottage at Stone Mountain
Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

Steep Falls Escape, river & falls just steps away
Bright and pleasant 1 bedroom apt with separate entrance, gas fireplace, enclosed porch and large kitchen. Spacious yard to enjoy with pool, fire pit, grill and outdoor seating. Steep Falls is a rural village. Our home is a 5 min walk to the Saco River a favorite destination for canoeing, kayaking or tube floating (after the spring run off!) It is just a 10 min drive to the boat launch for Sebago Lake, one of Maine's largest and most beautiful bodies of water.

The Watson House
The Watson House is part of a late 19th century duplex.This side has been completely rehabbed, with a full kitchen, bath with a stall shower, dining and living room on the first floor. Three bedrooms and a full bathroom with washer and dryer upstairs. There is plenty of room for the entire family. It sleeps 6 comfortably, but we do charge $15 per person per night over 6 people. We are PET FRIENDLY!! Please no pets on the furniture, and they can’t be left alone.
Popular amenities for outdoor seating rentals in Baldwin
House rentals with outdoor seating

Waterfront Gem walkable to Restaurants!

Modern 4-Season Escape w/ Mtn Views, A/C & Firepit

Luxe Lodge in the Woods! With Sauna & Hot tub

The LOTUS welcomes you, stay a while

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!

“A Beary Happy Place” stunning home, views & more

Lake Region Comfort, Close to Everything!

Conway Farmhouse on Saco River
Apartment rentals with outdoor seating

Peaceful & Cozy Falmouth Getaway

Charming Carriage House in the White Mountains

Welcome to our BoHo Treehouse!

Cozy South Portland studio with King bed! REG107

Spacious 1st floor New England charm.

Stone Mountain Guest House 2nd Floor Apt.

The Yankee Dugout

NoCo Village King/Jacuzzi
Apartment rentals with outdoor seating

Cozy condo with North Conway at your finger tips!

Cozy condo by the beach!

Bartlett Condo; Great Views, Resort Access

Attractive 1 bedroom cabin only 50 ft from beach#1

Comfy condo with loft by the beach!

Cozy, clean, 2nd floor condo in Conway, NH!

Cozy Family Retreat with Saco River Access

Rustic Willard Beach condo ten mins from Old Port!
Quick stats about holiday rentals with outdoor seating in Baldwin

Total holiday rentals
Explore 30 holiday rentals in Baldwin

Nightly prices starting at
Baldwin holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 990 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Wifi availability
30 of Baldwin holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Baldwin rentals

4.9 Average rating
Baldwin stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with outdoor seating Cumberland County
- Rentals with outdoor seating Maine
- Rentals with outdoor seating United States
- White Mountain National Forest
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Sunday River Resort
- Weirs Beach
- Long Sands Beach
- Popham Beach, Phippsburg
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- Scarborough Beach
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- Popham Beach State Park
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- Tenney Mountain Resort
- King Pine Ski Area
- Gooch's Beach
- Omni Mount Washington Resort
- Gunstock Mountain Resort





